7 days in Chicago Itinerary

7 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary builder
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Chicago
— 6 nights

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Chicago — 6 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Appreciate the collections at The Art Institute of Chicago and Cantigny Park. Discover out-of-the-way places like Richard H. Driehaus Museum and The Loop. Explore the numerous day-trip ideas around Chicago: Milwaukee (Milwaukee Art Museum & Great Lakes Distillery) and Volo Museum (in Volo). The adventure continues: wander the streets of The Magnificent Mile, see the interesting displays at Money Museum at the Federal Reserve Bank, contemplate the waterfront views at Chicago River, and take in nature's colorful creations at Lincoln Park Conservatory.

To see more things to do, where to stay, reviews, and more tourist information, go to the Chicago vacation planner.

October in Chicago sees daily highs of 65°F and lows of 49°F at night.
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Museums · Neighborhoods · Parks · Shopping
Side Trips
Find places to stay Oct 23 — 29: